Construction of Axial Chirality and Silicon-Stereogenic Center via Rh-Catalyzed Asymmetric Ring-Opening of Silafluorenes
Xiufen Bi, Jia Feng, Xiaoping Xue, Zhenhua Gu
Abstract
A rhodium-catalyzed enantioselective ring-opening/acylation of silafluorenes is reported. The newly developed bulky phosphoramidite ligand, in combination with methanol as the additive, enabled the reaction to create one axial chirality and one silicon-stereogenic center in a highly selective manner by only cleavage of one Si-C bond.
Topics & Concepts
StereocenterChemistryEnantioselective synthesisRhodiumChirality (physics)Ring (chemistry)CatalysisAxial chiralityStereochemistryPhosphoramiditeAcylationSiliconLigand (biochemistry)MethanolBond cleavageOrganic chemistryReceptorPhysicsBiochemistryDNANambu–Jona-Lasinio modelQuarkOligonucleotideChiral symmetry breakingQuantum mechanicsAxial and Atropisomeric Chirality SynthesisAsymmetric Synthesis and CatalysisMolecular spectroscopy and chirality